Organic Dye Photocatalyzed Synthesis of Functionalized Lactones and Lactams via a Cyclization-Alkynylation Cascade

29 January 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

An organic dye photocatalyzed lactonization-alkynylation of easily accessible homoallylic cesium oxalates using ethynylbenziodoxolones (EBXs) reagents has been developed. The reaction gave access to valuable functionalized lactones and lactams in up to 88% yield via the formation of two new C-C bonds. The transformation was carried out on primary, secondary and tertiary homoallylic alcohols and primary homoallylic amines and could be applied to the synthesis of spirocyclic compounds, as well as fused and bridged bicyclic lactones.

Keywords

photocatalysis
lactones
alkynes
hypervalent iodine
radical cyclization

Supplementary materials

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Description
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Supporting Information
Description
General methods, experimental procedures and analytical data for all new compounds. 1H NMR and 13C NMR spectra.
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